Reaktion #488970

Reaktionsgleichung

sodium hydroxide

Hydrogen azide

2-(3,5-difluoro-phenyl)-propan-2-ol

TFA

→

1-(1-Azido-1-methylethyl)-3,5-difluorobenzene

Lösungsmittel

chloroform

chloroform

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added dropwise at such a rate
2. 2
   Sonstigethe internal temperature below −5° C
3. 3
   workup.ADDITIONAfter the addition
4. 4
   Temperaturto warm to room temperature
5. 5
   Sonstigewere separated
6. 6
   ExtraktionThe aqueous phase was extracted two times with chloroform
7. 7
   Waschenwere washed with brine
8. 8
   Trocknendried over anhydrous magnesium sulfate
9. 9
   SonstigeAfter removal of the solvent
10. 10
    Sonstigethe title compound was used in the next step without further purification (171 g, 0.87 mol, 100%)

Vorschrift

Hydrogen azide (2M in toluene, 1.5 mol) was added to the solution of 2-(3,5-difluoro-phenyl)-propan-2-ol (Preparation 50, 145 g, 0.84 mol, 1 eq) in chloroform (1 L) and the content of the flask was cooled to −5° C. The mixture of TFA (2.5 mol, 2.98 eq) with chloroform (1:1) was added dropwise at such a rate to keep the internal temperature below −5° C. After the addition was complete, the reaction mixture was allowed to warm to room temperature and stirring was continued for 20 h. The reaction was poured into 2M sodium hydroxide and layers were separated. The aqueous phase was extracted two times with chloroform and combined organic extracts were washed with brine and dried over anhydrous magnesium sulfate. After removal of the solvent, the title compound was used in the next step without further purification (171 g, 0.87 mol, 100%).

Quelle